#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/24/7022406.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7022406
loop_
_publ_author_name
'Massoud, Salah S.'
'Louka, Febee R.'
'Obaid, Yasser K.'
'Vicente, Ramon'
'Ribas, Joan'
'Fischer, Roland C.'
'Mautner, Franz A.'
_publ_section_title
;
 Metal ions directing the geometry and nuclearity of azido-metal(II)
 complexes derived from bis(2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)amine.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3968
_journal_page_last               3978
_journal_paper_doi               10.1039/c2dt32540c
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C14 H23 Co N11'
_chemical_formula_sum            'C14 H23 Co N11'
_chemical_formula_weight         404.36
_chemical_name_common            '[Co(bedmpza)(N3)2]'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 111.8680(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9378(4)
_cell_length_b                   15.7877(7)
_cell_length_c                   12.2822(5)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.50
_cell_volume                     1788.36(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX-2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0122
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            69932
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    0.984
_exptl_absorpt_correction_T_max  0.9739
_exptl_absorpt_correction_T_min  0.6389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0248
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0274P)²+1.1381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0645
_refine_ls_wR_factor_ref         0.0667
_reflns_number_gt                4409
_reflns_number_total             4761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt32540c.txt
_cod_data_source_block           rf1803
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7022406
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Co1 Co 0.747346(17) 0.097384(10) 0.220455(13) 0.01090(5) Uani 1 1 d .
N11 N 0.65586(13) -0.01409(7) 0.15327(11) 0.0208(2) Uani 1 1 d .
N12 N 0.54930(12) -0.05165(7) 0.14647(10) 0.0183(2) Uani 1 1 d .
N13 N 0.44878(13) -0.09289(8) 0.13892(12) 0.0257(3) Uani 1 1 d .
N21 N 0.87563(12) 0.14796(8) 0.37591(10) 0.0190(2) Uani 1 1 d .
N22 N 1.00478(12) 0.15564(7) 0.41703(9) 0.0169(2) Uani 1 1 d .
N23 N 1.12921(13) 0.16449(9) 0.46109(11) 0.0277(3) Uani 1 1 d .
N1 N 0.56742(11) 0.12950(7) 0.26610(9) 0.01384(19) Uani 1 1 d .
N2 N 0.47545(11) 0.19644(6) 0.22658(9) 0.01283(19) Uani 1 1 d .
N3 N 0.70126(11) 0.19702(6) 0.09979(9) 0.01227(19) Uani 1 1 d .
H3 H 0.6401(17) 0.1764(10) 0.0318(14) 0.015 Uiso 1 1 d .
N4 N 0.98436(11) 0.09709(6) 0.10930(9) 0.01310(19) Uani 1 1 d .
N5 N 0.93501(11) 0.06170(6) 0.18865(9) 0.01300(19) Uani 1 1 d .
C1 C 0.63116(14) 0.26867(8) 0.13636(11) 0.0163(2) Uani 1 1 d .
H1A H 0.6268 0.3181 0.0856 0.020 Uiso 1 1 calc R
H1B H 0.6913 0.2846 0.2180 0.020 Uiso 1 1 calc R
C2 C 0.47939(14) 0.24783(8) 0.12929(11) 0.0171(2) Uani 1 1 d .
H2A H 0.4267 0.3014 0.1271 0.020 Uiso 1 1 calc R
H2B H 0.4277 0.2173 0.0550 0.020 Uiso 1 1 calc R
C3 C 0.38013(13) 0.20132(8) 0.28177(10) 0.0135(2) Uani 1 1 d .
C4 C 0.41359(13) 0.13587(8) 0.36176(11) 0.0144(2) Uani 1 1 d .
H4 H 0.3670 0.1226 0.4145 0.017 Uiso 1 1 calc R
C5 C 0.53070(13) 0.09274(8) 0.34932(11) 0.0145(2) Uani 1 1 d .
C6 C 0.26182(14) 0.26554(8) 0.25356(12) 0.0175(2) Uani 1 1 d .
H6A H 0.3042 0.3221 0.2750 0.026 Uiso 1 1 calc R
H6B H 0.2001 0.2528 0.2978 0.026 Uiso 1 1 calc R
H6C H 0.2034 0.2640 0.1693 0.026 Uiso 1 1 calc R
C7 C 0.60965(15) 0.01625(9) 0.41327(12) 0.0198(3) Uani 1 1 d .
H7A H 0.5479 -0.0338 0.3861 0.030 Uiso 1 1 calc R
H7B H 0.6340 0.0237 0.4977 0.030 Uiso 1 1 calc R
H7C H 0.6989 0.0087 0.3980 0.030 Uiso 1 1 calc R
C8 C 0.83217(14) 0.22694(8) 0.08047(11) 0.0162(2) Uani 1 1 d .
H8A H 0.9063 0.2445 0.1566 0.019 Uiso 1 1 calc R
H8B H 0.8064 0.2772 0.0285 0.019 Uiso 1 1 calc R
C9 C 0.89623(14) 0.15966(8) 0.02591(11) 0.0166(2) Uani 1 1 d .
H9A H 0.8162 0.1301 -0.0362 0.020 Uiso 1 1 calc R
H9B H 0.9567 0.1877 -0.0119 0.020 Uiso 1 1 calc R
C10 C 1.11049(13) 0.06134(8) 0.11442(11) 0.0150(2) Uani 1 1 d .
C11 C 1.14512(13) 0.00082(8) 0.20168(11) 0.0162(2) Uani 1 1 d .
H11 H 1.2276 -0.0352 0.2267 0.019 Uiso 1 1 calc R
C12 C 1.03402(13) 0.00325(8) 0.24598(11) 0.0143(2) Uani 1 1 d .
C13 C 1.18821(14) 0.08711(9) 0.03647(12) 0.0194(3) Uani 1 1 d .
H13A H 1.1323 0.0689 -0.0441 0.029 Uiso 1 1 calc R
H13B H 1.2842 0.0605 0.0638 0.029 Uiso 1 1 calc R
H13C H 1.1991 0.1489 0.0385 0.029 Uiso 1 1 calc R
C14 C 1.01563(15) -0.04880(8) 0.34110(12) 0.0196(2) Uani 1 1 d .
H14A H 1.0173 -0.0117 0.4056 0.029 Uiso 1 1 calc R
H14B H 1.0948 -0.0900 0.3700 0.029 Uiso 1 1 calc R
H14C H 0.9227 -0.0788 0.3100 0.029 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N11 Co1 N21 139.63(5)
N11 Co1 N3 114.91(5)
N21 Co1 N3 105.46(4)
N11 Co1 N5 89.21(4)
N21 Co1 N5 89.45(4)
N3 Co1 N5 92.57(4)
N11 Co1 N1 91.19(4)
N21 Co1 N1 87.32(4)
N3 Co1 N1 91.36(4)
N5 Co1 N1 175.46(4)
N12 N11 Co1 136.03(10)
N13 N12 N11 175.93(14)
N22 N21 Co1 129.60(9)
N23 N22 N21 177.08(13)
C5 N1 N2 105.70(10)
C5 N1 Co1 126.40(8)
N2 N1 Co1 127.57(8)
C3 N2 N1 111.50(10)
C3 N2 C2 127.96(10)
N1 N2 C2 120.31(10)
C1 N3 C8 110.14(9)
C1 N3 Co1 111.26(7)
C8 N3 Co1 112.28(7)
C1 N3 H3 109.2(10)
C8 N3 H3 107.4(10)
Co1 N3 H3 106.3(11)
C10 N4 N5 111.66(10)
C10 N4 C9 128.21(10)
N5 N4 C9 119.88(10)
C12 N5 N4 105.56(10)
C12 N5 Co1 127.58(8)
N4 N5 Co1 126.76(8)
N3 C1 C2 112.78(10)
N3 C1 H1A 109.0
C2 C1 H1A 109.0
N3 C1 H1B 109.0
C2 C1 H1B 109.0
H1A C1 H1B 107.8
N2 C2 C1 113.86(10)
N2 C2 H2A 108.8
C1 C2 H2A 108.8
N2 C2 H2B 108.8
C1 C2 H2B 108.8
H2A C2 H2B 107.7
N2 C3 C4 106.59(10)
N2 C3 C6 123.98(11)
C4 C3 C6 129.41(11)
C3 C4 C5 105.99(10)
C3 C4 H4 127.0
C5 C4 H4 127.0
N1 C5 C4 110.20(11)
N1 C5 C7 120.84(11)
C4 C5 C7 128.96(11)
C3 C6 H6A 109.5
C3 C6 H6B 109.5
H6A C6 H6B 109.5
C3 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
N3 C8 C9 112.64(10)
N3 C8 H8A 109.1
C9 C8 H8A 109.1
N3 C8 H8B 109.1
C9 C8 H8B 109.1
H8A C8 H8B 107.8
N4 C9 C8 113.92(10)
N4 C9 H9A 108.8
C8 C9 H9A 108.8
N4 C9 H9B 108.8
C8 C9 H9B 108.8
H9A C9 H9B 107.7
N4 C10 C11 106.45(11)
N4 C10 C13 123.18(12)
C11 C10 C13 130.36(12)
C10 C11 C12 106.13(11)
C10 C11 H11 126.9
C12 C11 H11 126.9
N5 C12 C11 110.18(11)
N5 C12 C14 120.62(11)
C11 C12 C14 129.19(11)
C10 C13 H13A 109.5
C10 C13 H13B 109.5
H13A C13 H13B 109.5
C10 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C12 C14 H14A 109.5
C12 C14 H14B 109.5
H14A C14 H14B 109.5
C12 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 N11 2.0115(11)
Co1 N21 2.0236(11)
Co1 N3 2.0916(10)
Co1 N5 2.1191(10)
Co1 N1 2.1249(10)
N11 N12 1.1892(16)
N12 N13 1.1667(16)
N21 N22 1.1976(16)
N22 N23 1.1589(17)
N1 C5 1.3389(15)
N1 N2 1.3628(14)
N2 C3 1.3568(15)
N2 C2 1.4569(15)
N3 C1 1.4832(16)
N3 C8 1.4838(15)
N3 H3 0.891(16)
N4 C10 1.3546(15)
N4 N5 1.3633(14)
N4 C9 1.4573(16)
N5 C12 1.3414(16)
C1 C2 1.5142(17)
C1 H1A 0.9900
C1 H1B 0.9900
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.3784(17)
C3 C6 1.4923(17)
C4 C5 1.4049(16)
C4 H4 0.9500
C5 C7 1.4938(17)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 C9 1.5167(17)
C8 H8A 0.9900
C8 H8B 0.9900
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.3803(18)
C10 C13 1.4932(17)
C11 C12 1.4015(17)
C11 H11 0.9500
C12 C14 1.4942(17)
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C5 N1 N2 C3 -1.19(13)
C5 N1 N2 C2 -176.11(11)
C10 N4 N5 C12 0.94(13)
C9 N4 N5 C12 175.66(10)
C10 N4 N5 Co1 177.69(8)
C9 N4 N5 Co1 -7.59(15)
C8 N3 C1 C2 166.17(10)
C3 N2 C2 C1 143.02(12)
N1 N2 C2 C1 -42.98(16)
N3 C1 C2 N2 78.11(13)
N1 N2 C3 C4 1.16(14)
C2 N2 C3 C4 175.59(11)
N1 N2 C3 C6 -177.14(11)
C2 N2 C3 C6 -2.71(19)
N2 C3 C4 C5 -0.65(13)
C6 C3 C4 C5 177.53(12)
N2 N1 C5 C4 0.75(14)
N2 N1 C5 C7 -179.91(11)
C3 C4 C5 N1 -0.07(14)
C3 C4 C5 C7 -179.34(13)
C1 N3 C8 C9 -171.59(10)
C10 N4 C9 C8 -140.46(12)
N5 N4 C9 C8 45.78(15)
N3 C8 C9 N4 -79.69(13)
N5 N4 C10 C11 -0.65(13)
C9 N4 C10 C11 -174.83(11)
N5 N4 C10 C13 179.30(11)
C9 N4 C10 C13 5.12(19)
N4 C10 C11 C12 0.11(13)
C13 C10 C11 C12 -179.84(12)
N4 N5 C12 C11 -0.85(13)
N4 N5 C12 C14 179.84(11)
C10 C11 C12 N5 0.47(14)
C10 C11 C12 C14 179.71(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168347915
